HCID 86740888, compound → HCID 12764244, compound

HRID 745598Notes

Reaction equation

HRID 745598 reaction equation
C[O:2][C:3]([CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]1[C:14](=[O:21])[CH2:15][CH2:16][S:17]C(=O)C)=[O:4]>CO.[OH-].[K+]>[SH:17][CH2:16][CH2:15][C:14]([N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:13][CH:5]1[C:3]([OH:4])=[O:2])=[O:21]

Participants

4

Reactant 1

HCID 86740888HCID 86740888, compound

Product 1

HCID 12764244HCID 12764244, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

The solutions of 4.0 g of 1-(3-acetylthiopropanoyl)-indoline-2-carboxylic acid methyl ester in 20 ml of methanol and 18.5 ml of 2.11N aqueous potassium hydroxide are each deoxygenated by bubbling nitrogen through them for 10 minutes. Then the latter solution is added to the former and the mixture stirred at room temperature under nitrogen. After 2 hours it is quenched with 50 ml of 1N hydrochloric acid and extracted twice with 100 ml of diethyl ether. The combined extracts are dried and evaporated, to give the 1-(3-mercaptopropanoyl)-indoline-2-carboxylic acid melting at 140°-142°.

Workup

  1. customeach deoxygenated
  2. customby bubbling nitrogen through them for 10 minutes
  3. additionThen the latter solution is added to the former and the mixture
  4. customAfter 2 hours it is quenched with 50 ml of 1N hydrochloric acid
  5. extractionextracted twice with 100 ml of diethyl ether
  6. customThe combined extracts are dried
  7. customevaporated

Sources & evidence

ORD record
ord-f2f6e755139c4bfea274d0d53dad9dba
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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